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Cruel Intentions (1999) All right, so in many respects it's not a classic, but Roger Krumble's tale of lying, incest and sexual manipulation – in which Sarah Michelle Gellar bets stepbrother Ryan Phillippe that he can't bed a virginal Reese Witherspoon – is an entertainingly nasty film centred on one of the most twisted big-screen love triangles in history.
Copyright: Rex Features Moviestore Collection/Columbia
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